Hydrochloric Acid → N-[(4-Methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-3-(methoxymethyl)thiophene-2-sulfonamide

HRID 1252349Notes

Reaction equation

HRID 1252349 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:8]=[CH:7][S:6][C:5]=1[S:9]([NH2:12])(=[O:11])=[O:10].[CH3:13][O:14][C:15]1[CH:20]=[C:19]([CH3:21])[N:18]=[C:17]([NH:22][C:23](=O)[O:24]C2C=CC=CC=2)[N:16]=1.Cl>O1CCOCC1>[CH3:13][O:14][C:15]1[CH:20]=[C:19]([CH3:21])[N:18]=[C:17]([NH:22][C:23]([NH:12][S:9]([C:5]2[S:6][CH:7]=[CH:8][C:4]=2[CH2:3][O:2][CH3:1])(=[O:11])=[O:10])=[O:24])[N:16]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 13577349Phenyl (4-methoxy-6-methylpyrimidin-2-yl)carbamateHCID 139132183-(Methoxymethyl)thiophene-2-sulfonamide

Product 1

HCID 15051879N-[(4-Methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-3-(methoxymethyl)thiophene-2-sulfonamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 0.41 g of 3-(methoxymethyl)thiophene-2-sulfonamide and 0.52 g of phenyl N-(4-methoxy-6-methylpyrimidin-2-yl)carbamate in 25 mL of 1,4-dioxane is added 0.3 mL of 1,8-diazabicyclo[5.4]undec-7-ene. After being stirred for two hours at ambient temperature and pressure, the reaction mixture is poured onto 25-50 g of ice and the resultant mixture is acidified to pH 3 by the addition of hydrochloric acid. The desired solid product can be isolated by filtration. Alternatively, it can be extracted into methylene chloride which is then dried over magnesium sulfate, filtered and evaporated to dryness to yield the desired product in sufficiently pure form for the purposes of this invention.

Workup

  1. customThe desired solid product can be isolated by filtration
  2. extractionAlternatively, it can be extracted into methylene chloride which
  3. dry with materialis then dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-7eeccc8ce2704a44a49675097051e3ee
Source dataset
uspto-grants-1988_05
Patent number
US04743290

Reaction notes

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